Too many men look like hell and don’t need to. It’s not about being messy, some guys look great messy (most don’t). It’s about style. Most of us want or need more of it. Here are the hacks to get you there.
Personal “brand”
First. What is your personal brand? What are five words that describe you? Ask your friends for a few words to describe you. That is your current style. If that doesn’t work for you, what do you want instead? List those words.
How conventional are you? Do you take risks? Are you serious? Playful? My personal brand has a lot of humor, and I am pretty comfortable being the center of attention, so I can get away with wearing a bright pink sport coat, or four different patterns (coordinated, of course), but I fade into the woodwork if I’m wearing a grey suit, white shirt and red tie. That’s me. Who are you?
Look for other styles
Next, find magazines that speak to your style. Look at the ads and the photos. What are the guys wearing? Imagine yourself in that. Would that look good on you? (some of the things in magazines are to be avoided, by the way) Read the style articles, too, but don’t always believe them when they say that this or that trend is coming back. “Hats” have been coming back for almost 50 years, but have never quite recovered since the 1950s. Don’t buy one because they are trendy, buy one because you like it.
Go to a store (that fits your style…) and browse. I know, we’re guys, we prefer hunting over gathering. So, think of this as scouting for your prey. Take a friend whose judgment you trust and run ideas by him / her, but make your own decisions! (BTW, you will make mistakes. That’s OK, that’s how you learn…) If you don’t have a friend you trust with this stuff, walk up to someone else in the store and ask his or her opinion about the shirt / suit / shoes you are wearing. This is a fun way to meet people, too.
Get some professional help
Find a knowledgeable salesperson in the store and enlist his / her help. Remember, they may be on commission, so they may want to sell you stuff you don’t really want, you will need to use judgment here too. A good salesperson won’t do this, preferring to build a relationship instead. You want that too, so that they will tell you about upcoming sales and offer to put stuff aside for you. This is VERY important if you are in any way a non-standard size (says the guy who is 6’5″). Anyway…ask him / her what colors and cuts look best on you. Not everyone looks good in all colors and patterns. Blue is great for me, dark grey not so much. Similarly, bold patterns make people look bigger and broader, which is great if you are 5’6″ and 120 pounds, but not if you are 6’0″ and 350 pounds.
Lastly, enjoy the process. There is a science, as well as an art, and you can learn both. Don’t take it seriously (except for those few occasions when you must, like funerals).
By the way, that is me in the photo above, no stock photo could capture the mood quite right….
















I went through an image consultant as a corporate perk when I was still in industry and it was an eye opener. One thing I learned for men that in terms of business wear, a good well made suit, is timeless. It’s well worth the extra price paid for either a made to measure high end suit like Hugo Boss or Armani or a custom tailored one. Same thing with dress shirts and ties as well as shoes. People can actually tell when a man is wearing higher quality suits, especially the ladies.
Where it gets a bit more complicated is the casual business wear that many companies now allow. This is where many guys mess up as they get a bit too casual or match things up wrong. Again, this is where professional help really comes in handy.
Although still challenging at times to keep presentable in mens wear, I’m still glad that I don’t have to be involved in womens wear where that field is much less immune to trends.
Thanks for the comment Clint. Having nice and nice-fitting clothes does help make a better impression. You make a good point about casual wear. The suit has a certain quality of being like a uniform, but “business casual” is more less well-defined. There are still some rules and guidelines. Certain colors look good together, whether it is a suit and tie or shirt and pants. Getting help from a good salesperson, or a trusted friend, can definitely help.
As to level of formality, there are two major elements of this. First, look around your office. Is everyone in sportcoat and jeans? Shorts and flip-flops? That’s your baseline. Then, how do you want to relate to that? Do you want to fit in? Stand out?
David Kaiser, PhD
Executive Coach to Extraordinary Leaders
Every Hero and Heroine has a Guide:
Arthur had Merlin
Luke had Obi-Wan
Buffy had Giles
You have Me
Time to be Extraordinary!
Yes, because men’s fashion is what our culture really needs to worry about. Thumbs down on this one.
Andrew, I totally agree, this is not something our culture needs to “worry” about. I think it is something to enjoy.
People respond to you based on your appearance. Too many guys are not getting the response they want, and for many men, that is because they think the process is messy and arbitrary, since it’s not as deterministic as coding. However, it is possible to learn this stuff, there are rules and rules of thumb that can be learned. That is my contribution to the group. If it doesn’t work for you, that’s OK.
David Kaiser, PhD
Executive Coach to Extraordinary Leaders
Every Hero and Heroine has a Guide:
Arthur had Merlin
Luke had Obi-Wan
Buffy had Giles
You have Me
Time to be Extraordinary!
People should be concerned about how they present themselves. There will be no end to the people who dress themselves with little or no thought behind it. Ten years ago, I dressed in cheap, ill-fitting clothing. Then I decided to make a conscious effort to start wearing nicer, well-fitting clothing. It inspired me to lose 10 pounds and nowadays I have confidence that when people see me, they like what they see. There is nothing wrong with that.
I agree that people should put thought into how they present themselves. It’s just this whole idea of a “personal brand” or “four different patterns (coordinated, of course)” that causes my eyes to roll. I’m definitely not saying people shouldn’t dress nicely, I’m just saying it all seems a little silly compared to so many other things.
Congrats on the ten pounds. Even if it was years ago, I salute you for making that positive change. :)
Andrew, you have a personal brand, whether you know it or not. If you don’t know what yours is, I’m sure the people around you could tell you. Yours might be “no-nonsense” or “minimalist” or whatever you want to call it, and that’s great if it works for you. No argument here.
However, a lot of people who haven’t put much thought into their presence look like hell because their appearance is slovenly or outdated (i.e., they are trying to wear at 40 what they looked great in at 20), and that is negatively affecting their perception and ability to get things done. A lot of guys think this stuff is incomprehensible, and it’s not. There’s a science to it, and an art, and it can be learned, that’s why I’m here. Also, I used to be that guy, I haven’t always been the peacock I am today.
Lastly, is it silly? I don’t know, maybe, but compared to what? One can enjoy style, and put also energy into business or politics or curing cancer or whatever, it’s not a zero-sum game, in fact, as Svt350 wrote, looking nicer can have a very positive effect on others and on oneself.
Anyway, I’ll get off my soapbox now. Thanks for being a good sport.
David Kaiser, PhD
Executive Coach to Extraordinary Leaders
Every Hero and Heroine has a Guide:
Arthur had Merlin
Luke had Obi-Wan
Buffy had Giles
You have Me Time to be Extraordinary!
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